US2020115324A1PendingUtilityA1

Methods and compositions for substance use disorder vaccine formulations and uses thereof

42
Assignee: MOLECULAR EXPRESS INCPriority: Jun 11, 2017Filed: Jun 11, 2018Published: Apr 16, 2020
Est. expiryJun 11, 2037(~10.9 yrs left)· nominal 20-yr term from priority
A61P 37/04A61K 39/385A61K 2039/55505A61P 25/30A61K 39/0013A61K 2039/55561A61K 2039/6012A61K 2039/6037C07C 233/54A61K 2039/627A61K 2039/55555
42
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Claims

Abstract

The present invention relates to vaccine compositions for treatment of substance use disorders, methods for the manufacture thereof, and methods for the use thereof to treat an animal. These compositions comprise a hapten conjugated via a linker to a protein scaffold and mixed with a particulate carrier and at least one immunostimulatory adjuvant molecule.

Claims

exact text as granted — not AI-modified
We claim: 
     
         1 . A compound or salt thereof, said compound having a general formula: 
       
         
           
           
               
               
           
         
         wherein 
         R1 is optionally substituted C 1-6  alkyl, wherein substitution(s), when present, may be independently selected from the group consisting of —NO 2 , —NH 2 , —OH, ═O, —COOR′ where R′ is H or lower alkyl, —CH 2 OH, and —CONH 2 , 
         R2 is peptide of m amino acid residues, an alkylene oxide of m alkylene oxide monomers, or (CH 2 ) m , where m=2 to 6; and 
         R3 is a linkage chemistry which provides a terminal functional moiety selected from the group consisting of protected or unprotected sulfhydryl moieties, protected or unprotected amine moieties, protected or unprotected hydroxyl moieties, primary amine-reactive moieties, sulfhydryl-reactive moieties, photoreactive moieties, carboxyl-reactive moieties, arginine-reactive moieties, and carbonyl-reactive moieties. 
       
     
     
         2 . A compound or salt thereof according to  claim 1 , wherein R1 is —(CH 2 ) n —, wherein n is 1 to 6. 
     
     
         3 . A compound or salt thereof according to  claim 1  or  2 , wherein R2 is —(O—CH 2 —CH 2 ) p —, wherein p is 1 to 6. 
     
     
         4 . A compound or salt thereof according to  claim 1  or  2 , wherein R2 is -Gly-Gly-, -Gly-Ala-, -Ala-Gly-, -Pro-Gly-, -Gly-Pro-, -Ala-Ala-, -Ala-Pro-, or -Pro-Ala-. 
     
     
         5 . A compound or salt thereof according to one of  claims 1 - 4 , wherein R3 is a functional moiety selected from the group consisting of protected or unprotected sulfhydryl moieties, protected or unprotected amine moieties, protected or unprotected hydroxyl moieties, primary amine-reactive moieties, sulfhydryl-reactive moieties, photoreactive moieties, carboxyl-reactive moieties, arginine-reactive moieties, and carbonyl-reactive moieties. 
     
     
         6 . A compound or salt thereof according to one of  claims 1 - 4 , wherein R3 is selected from the group consisting of a maleimide, an alkyl halide, an aryl halide, an alpha-haloacyl, an activated aryl, a pyridyl disulfide, a carbonyl, a carboxyl, a thiol, a thioester, disulfide, a N-hydroxy-succinimide, or a cyclic thiolactone. 
     
     
         7 . A compound or salt thereof according to  claim 6 , wherein the compound has the structure 
       
         
           
           
               
               
           
         
         where R is a maleimide, an alkyl halide, an aryl halide, an alpha-haloacyl, an activated aryl, a pyridyl disulfide, a carbonyl, a carboxyl, a thiol, a thioester, disulfide, a N-hydroxy-succinimide, or a cyclic thiolactone. 
       
     
     
         8 . A compound according to  claim 7 , wherein the compound is 
       
         
           
           
               
               
           
         
       
     
     
         9 . A conjugate comprising one or more compounds according to one of  claims 1 - 8  covalently bound through the functional moiety on the compound(s) to a corresponding coupling site on a protein, polypeptide, detectable label, nucleic acid, or solid phase. 
     
     
         10 . A conjugate according to  claim 9 , wherein the functional moiety is a sulfhydryl-reactive moiety. 
     
     
         11 . A conjugate according to  claim 10 , wherein said sulfhydryl-reactive moiety is a maleimide. 
     
     
         12 . A conjugate according to  claim 10 , wherein said sulfhydryl-reactive moiety is an alkyl halide, an aryl halide, an acryl, or an α-haloacyl, wherein the sulfhydryl-reactive moiety reacts with sulfhydryls to form thiol ether bonds. 
     
     
         13 . A conjugate according to  claim 12 , wherein the functional moiety is a carbonyl-reactive moiety. 
     
     
         14 . A conjugate according to one of  claims 9 - 13 , wherein said detectable label is selected from the group consisting of a hapten carrier protein comprising a T-helper epitope, an enzyme, a fluorophore, biotin, avidin, streptavidin, digoxigenin, maltose, oligohistidine, 2,4-dintrobenzene, phenylarsenate, a metal, a fluorescent or colored microsphere, a fluorescent particle, and a colored latex particle. 
     
     
         15 . A conjugate according to according to  claim 14 , wherein said hapten carrier protein comprising a T-helper epitope is selected from the group consisting of keyhole limpet hemocyanin, bovine serum albumin, thyroglobulin, thioredoxin, ovalbumin, lysozyme, diphtheria antigen DT, diphtheria antigen CRM197 and tetanus toxoid. 
     
     
         16 . A method of preparing a conjugate, comprising:
 contacting one or more compounds of one of  claims 1 - 8  with a protein, polypeptide, detectable label, nucleic acid, or solid phase under conditions to provide covalent coupling of said compound(s) to said protein, polypeptide, detectable label, nucleic acid, or solid phase through a reactive moiety on the compound(s).   
     
     
         17 . A method according to  claim 16 , wherein said compound(s) comprise a protected reactive moiety, and said method further comprises deprotecting said reactive moiety following, or together with, said contacting step. 
     
     
         18 . A method according to  claim 16  or  17 , wherein said method further comprises introducing said one or more coupling sites corresponding to the reactive moiety into said protein, polypeptide, detectable label, nucleic acid, or solid phase prior to said contacting step. 
     
     
         19 . A method according to  claim 18 , wherein said reactive moiety is a sulfhydryl-reactive moiety, and said introducing step comprises coupling of said protein, polypeptide, detectable label, nucleic acid, or solid phase to one or more bivalent crosslinkers comprising said one or more sulfhydryl-reactive moieties. 
     
     
         20 . A method of stimulating an immune response to methamphetamine, comprising:
 immunizing an animal with a conjugate of one of  claims 9 - 15 .   
     
     
         21 . A method according to  claim 20 , wherein the animal is a human. 
     
     
         22 . A vaccine composition consisting of a hapten conjugated to a carrier; a particulate carrier vehicle; and one or more immunostimulatory adjuvant molecules. 
     
     
         23 . The vaccine composition of  claim 22 , wherein the carrier is tetanus toxoid, diphtheria toxin CRM or thioredoxin. 
     
     
         24 . The vaccine composition according to one of  claims 22 - 24 , wherein the particulate carrier vehicle is aluminum hydroxide or aluminum phosphate. 
     
     
         25 . A vaccine composition according to one of  claims 22 - 24 , wherein the particulate carrier vehicle is a liposome. 
     
     
         26 . A vaccine composition according to  claim 25 , wherein the liposome comprises phosphatidylcholine, a sterol, phosphatidylglycerol or phosphatidylethanolamine. 
     
     
         27 . A vaccine composition according to one of  claims 22 - 24 , wherein the particulate carrier vehicle is an emulsion. 
     
     
         28 . A vaccine composition according to one of  claims 22 - 27 , wherein the immunostimulatory adjuvant molecules comprise a Toll-like Receptor (TLR) agonist. 
     
     
         29 . A vaccine composition according to one of  claims 22 - 28 , wherein the immunostimulatory adjuvant molecules comprise a STING agonist. 
     
     
         30 . A vaccine composition according to one of  claims 22 - 29 , wherein the immunostimulatory adjuvant molecules comprise a C-type lectin receptor (CLR) agonist. 
     
     
         31 . A vaccine composition according to claim one of  claims 22 - 30 , wherein the immunostimulatory adjuvant molecules comprise a NOD-like receptor (NLR) agonist. 
     
     
         32 . A vaccine composition according to one of  claims 22 - 31 , wherein the immunostimulatory adjuvant molecules comprise a TLR2 agonist. 
     
     
         33 . A vaccine composition according to one of  claims 22 - 32 , wherein the immunostimulatory adjuvant molecules comprise a TLR3 agonist. 
     
     
         34 . A vaccine composition according to one of  claims 22 - 33 , wherein the immunostimulatory adjuvant molecules comprise a TLR4 agonist. 
     
     
         35 . A vaccine composition according to one of  claims 22 - 34 , wherein the immunostimulatory adjuvant molecules comprise a TLR5 agonist. 
     
     
         36 . A vaccine composition according to one of  claims 22 - 35 , wherein the immunostimulatory adjuvant molecules comprise a TLR7/8 agonist. 
     
     
         37 . A vaccine composition according to one of  claims 22 - 36 , wherein the immunostimulatory adjuvant molecules comprise a TLR9 agonist. 
     
     
         38 . A vaccine composition according to one of  claims 22 - 37 , wherein the immunostimulatory adjuvant molecules comprise a cyclic dinucleotide. 
     
     
         39 . A vaccine composition according to one of  claims 22 - 38 , wherein the immunostimulatory adjuvant molecules comprise a muramyl di- or tri-peptide. 
     
     
         40 . A vaccine composition according to one of  claims 22 - 39 , wherein the immunostimulatory adjuvant molecules comprise trehalose dibehenate. 
     
     
         41 . A vaccine composition according to according to one of  claims 22 - 40 , wherein the hapten is a methamphetamine hapten. 
     
     
         42 . A vaccine composition according to according to one of  claims 22 - 40 , wherein the hapten is an opioid hapten. 
     
     
         43 . A vaccine composition according to according to one of  claims 22 - 40 , wherein the hapten is a nicotine hapten. 
     
     
         44 . A vaccine composition according to according to one of  claims 22 - 40 , wherein the hapten is a cocaine hapten. 
     
     
         45 . A vaccine composition according to according to one of  claims 22 - 44 , wherein the hapten is conjugated to the carrier via a linker. 
     
     
         46 . A vaccine composition according to  claim 45 , wherein the linker comprises a peptide. 
     
     
         47 . A vaccine composition according to  claim 45  or  46 , wherein the linker comprises an alkyl chain. 
     
     
         48 . A vaccine composition according to one of  claims 45 - 47 , wherein the linker is polyethylene glycol. 
     
     
         49 . A vaccine composition according to one of  claims 22 - 48 , wherein the hapten conjugated to a carrier is a conjugate according to one of  claims 7 - 13 . 
     
     
         50 . A method of stimulating an immune response to methamphetamine, comprising:
 immunizing an animal with a vaccine composition of one of  claims 22 - 49 .   
     
     
         51 . A method according to  claim 50 , wherein the animal is a human.

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